About this episode

Tim Chase discusses the evolution of cybersecurity, the impact of AI, and the need for a positive mindset in the field.

In this episode, James sits down with Tim Chase, Principal Technical Evangelist at Orca Security and 20-year cybersecurity veteran. He shares stories from his early days: learning from "Hacking Exposed" books at Barnes & Noble, getting caught with hacking tools an hour after installing them, and how dropping out of college after designing one trebuchet led him from functional testing to CISO roles.But Tim isn't dwelling on the past. He reveals the nation state that manipulated open source binaries because diplomatic channels failed, explains why security awareness training is fundamentally broken, and demonstrates why AI will actually favor defenders over attackers—a refreshingly optimistic take. From acronym overload to the "Negative Nelly" problem, Tim shows why cybersecurity desperately needs a positive mindset shift.

People in this episode

Host: James

Guest: Tim Chase

Topics covered

• cybersecurity
• phishing
• deepfakes
• AI in security
• security awareness training
• trust issues

Keywords

• phishing
• deepfakes
• cybersecurity
• AI
• security awareness
• trust but verify

Mentioned in this episode

Organizations: Orca Security

Books & works: Hacking Exposed

More episodes of Adventures of Alice & Bob

• Ep. 101 – Cyber Security and the Art of Story Telling // Jeffrey Wheatman · May 8, 2026 · 56 min
• Ep. 99 – Breaches, Births and Battling BS // Rob Black · April 13, 2026 · 52 min
• Ep. 98 – From Special Ops to Mob Boss // Dahvid Schloss · March 20, 2026 · 59 min
• Ep. 97 - The Quantum State of Security / Pete Herzog · March 20, 2026 · 1h 4m
• Ep. 96 - Hacking a Bank Through the Front Door (Literally) // Brandyn Murtagh · February 25, 2026 · 56 min
• Ep. 94 – Mistakes, Malware and Missile Industry Day // Silas Cutler · December 27, 2025 · 59 min

Explore listener stats, chart rankings, contacts and more on the Adventures of Alice & Bob podcast page.